Jana Křoustková, Eliška Kohelová, Darina Muthná, Jiří Kuneš, Radim Havelek, Rudolf Vrabec, Milan Malaník, Daniela Suchánková, Jakub Chlebek, Jaroslav Jenčo, Štefan Kosturko, Lucie Cahlíková
{"title":"来自 Zephyranthes citrina 的未被描述的 Amaryllidaceae 生物碱及其细胞毒性。","authors":"Jana Křoustková, Eliška Kohelová, Darina Muthná, Jiří Kuneš, Radim Havelek, Rudolf Vrabec, Milan Malaník, Daniela Suchánková, Jakub Chlebek, Jaroslav Jenčo, Štefan Kosturko, Lucie Cahlíková","doi":"10.1021/acs.jnatprod.4c00825","DOIUrl":null,"url":null,"abstract":"<p><p>This phytochemical study presents the isolation of eight alkaloids from <i>Zephyranthes citrina</i> Baker. The structures of the new alkaloids, zephycitrine (<b>1</b>) and 6-oxonarcissidine (<b>2</b>), were established by analysis of spectroscopic and spectrometric data. Processing the EtOH extract under acid-base conditions yielded the unreported isolation artifacts <b>3</b> and <b>4</b>. This work also provides analytical data for alkaloids not properly described in the literature (<b>5</b> and <b>6</b>). The hippeastidine/zephyranine scaffolds in derivatives <b>3</b>, <b>4</b>, and <b>8</b>-<b>10</b> are also thoroughly discussed. Furthermore, a cytotoxicity screening of 25 Amaryllidaceae alkaloids isolated from <i>Z. citrina</i> was performed. Only the known alkaloids haemanthamine (<b>12</b>), haemanthidine (<b>13</b>), and lycorine (<b>27</b>) showed significant cell growth inhibition.</p>","PeriodicalId":47,"journal":{"name":"Journal of Natural Products ","volume":" ","pages":"2317-2326"},"PeriodicalIF":3.3000,"publicationDate":"2024-09-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11443518/pdf/","citationCount":"0","resultStr":"{\"title\":\"Undescribed Amaryllidaceae Alkaloids from <i>Zephyranthes citrina</i> and Their Cytotoxicity.\",\"authors\":\"Jana Křoustková, Eliška Kohelová, Darina Muthná, Jiří Kuneš, Radim Havelek, Rudolf Vrabec, Milan Malaník, Daniela Suchánková, Jakub Chlebek, Jaroslav Jenčo, Štefan Kosturko, Lucie Cahlíková\",\"doi\":\"10.1021/acs.jnatprod.4c00825\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p><p>This phytochemical study presents the isolation of eight alkaloids from <i>Zephyranthes citrina</i> Baker. The structures of the new alkaloids, zephycitrine (<b>1</b>) and 6-oxonarcissidine (<b>2</b>), were established by analysis of spectroscopic and spectrometric data. Processing the EtOH extract under acid-base conditions yielded the unreported isolation artifacts <b>3</b> and <b>4</b>. This work also provides analytical data for alkaloids not properly described in the literature (<b>5</b> and <b>6</b>). The hippeastidine/zephyranine scaffolds in derivatives <b>3</b>, <b>4</b>, and <b>8</b>-<b>10</b> are also thoroughly discussed. Furthermore, a cytotoxicity screening of 25 Amaryllidaceae alkaloids isolated from <i>Z. citrina</i> was performed. Only the known alkaloids haemanthamine (<b>12</b>), haemanthidine (<b>13</b>), and lycorine (<b>27</b>) showed significant cell growth inhibition.</p>\",\"PeriodicalId\":47,\"journal\":{\"name\":\"Journal of Natural Products \",\"volume\":\" \",\"pages\":\"2317-2326\"},\"PeriodicalIF\":3.3000,\"publicationDate\":\"2024-09-27\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11443518/pdf/\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Journal of Natural Products \",\"FirstCategoryId\":\"99\",\"ListUrlMain\":\"https://doi.org/10.1021/acs.jnatprod.4c00825\",\"RegionNum\":2,\"RegionCategory\":\"生物学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"2024/9/4 0:00:00\",\"PubModel\":\"Epub\",\"JCR\":\"Q2\",\"JCRName\":\"CHEMISTRY, MEDICINAL\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Natural Products ","FirstCategoryId":"99","ListUrlMain":"https://doi.org/10.1021/acs.jnatprod.4c00825","RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2024/9/4 0:00:00","PubModel":"Epub","JCR":"Q2","JCRName":"CHEMISTRY, MEDICINAL","Score":null,"Total":0}
Undescribed Amaryllidaceae Alkaloids from Zephyranthes citrina and Their Cytotoxicity.
This phytochemical study presents the isolation of eight alkaloids from Zephyranthes citrina Baker. The structures of the new alkaloids, zephycitrine (1) and 6-oxonarcissidine (2), were established by analysis of spectroscopic and spectrometric data. Processing the EtOH extract under acid-base conditions yielded the unreported isolation artifacts 3 and 4. This work also provides analytical data for alkaloids not properly described in the literature (5 and 6). The hippeastidine/zephyranine scaffolds in derivatives 3, 4, and 8-10 are also thoroughly discussed. Furthermore, a cytotoxicity screening of 25 Amaryllidaceae alkaloids isolated from Z. citrina was performed. Only the known alkaloids haemanthamine (12), haemanthidine (13), and lycorine (27) showed significant cell growth inhibition.
期刊介绍：
The Journal of Natural Products invites and publishes papers that make substantial and scholarly contributions to the area of natural products research. Contributions may relate to the chemistry and/or biochemistry of naturally occurring compounds or the biology of living systems from which they are obtained.
Specifically, there may be articles that describe secondary metabolites of microorganisms, including antibiotics and mycotoxins; physiologically active compounds from terrestrial and marine plants and animals; biochemical studies, including biosynthesis and microbiological transformations; fermentation and plant tissue culture; the isolation, structure elucidation, and chemical synthesis of novel compounds from nature; and the pharmacology of compounds of natural origin.
When new compounds are reported, manuscripts describing their biological activity are much preferred.
Specifically, there may be articles that describe secondary metabolites of microorganisms, including antibiotics and mycotoxins; physiologically active compounds from terrestrial and marine plants and animals; biochemical studies, including biosynthesis and microbiological transformations; fermentation and plant tissue culture; the isolation, structure elucidation, and chemical synthesis of novel compounds from nature; and the pharmacology of compounds of natural origin.
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